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Movies like Losing My Cherry (2010)

The best movies like Losing My Cherry (2010) are This Little Love of Mine (2021), Yoh! Bestie (2026) and A Nice Girl Like You (2020). If Losing My Cherry hooked you with its romance and comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. This Little Love of Mine (2021)

    Laura Price is a successful San Francisco lawyer on the cusp of promotion – a far cry from her childhood growing up on a tropical island with best friends Chip and Gem. When the firm’s biggest client – Chip’s grandfather – asks Laura to travel to the island and deliver a contract to make Chip his heir, she leaves behind her practice and fiancé Owen to convince her childhood friend to sign a contract that will make him a billionaire.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  2. Yoh! Bestie (2026)

    Thando is perpetually unlucky in love, but when her bestie returns from his travels with a fiancée in tow, she's forced to face a new emotion — jealousy.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  3. A Nice Girl Like You (2020)

    Lucy Neal is thrown for a loop when she is accused of being too inhibited by her ex-boyfriend. In an effort to prove him wrong, Lucy creates a rather wild to-do list that sends her on a whirlwind and surprising journey of self-discovery, friendship, and new love.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

  4. Single All the Way (2021)

    Desperate to avoid his family’s judgment about his perpetual single status, Peter convinces his best friend Nick to join him for the holidays and pretend that they’re now in a relationship. But when Peter’s mother sets him up on a blind date with her handsome trainer James, the plan goes awry.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  5. Chasing Papi (2003)

    Playboy Thomas Fuentes has so far been able to skate by in life on good looks and charm alone. But when his duplicitous relationships with three women -- impassioned waitress Cici, meticulous lawyer Lorena and bored socialite Patricia -- spiral out of control, he suffers a mental breakdown. His doctor recommends that he choose just one girlfriend -- but can he choose in time before they discover his deception?

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  6. Bros (2022)

    Two gay men are possibly, probably, stumbling towards love. Maybe. They're both very busy.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  7. Love Jacked (2018)

    Maya, a headstrong 28-year-old with artistic ambitions – a strong contrast to what her father Ed wants: a dutiful daughter to run the family store. Ed is shocked when Maya takes her assertions of independence a step further and decides to travel to Africa for inspiration and returns with a fiancé who is not quite what he seems.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  8. Look Who's Talking (1989)

    After a single, career-minded woman is left on her own to give birth to the child of a married man, she finds a new romantic chance in a cab driver. Meanwhile, the point-of-view of the newborn baby is narrated through voice-over.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  9. The Prince & Me 4: The Elephant Adventure (2010)

    One year after their royal wedding, King Edvard and Queen Paige of Denmark receive an invitation to attend the wedding of Princess Myra of Sangyoon. Upon their arrival, Paige finds Myra is unhappy with her arranged marriage to the brooding and sinister Kah and is secretly in love with a young elephant handler named Alu.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  10. Happiest Season (2020)

    A young woman's plans to propose to her girlfriend while at her family's annual holiday party are upended when she discovers her partner hasn't yet come out to her conservative parents.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Worth the HypeMovies like this
  11. Speechless (1994)

    In the midst of election season in New Mexico, political speechwriters Julia Mann and Kevin Vallick begin a romance, unaware they are working for candidates on opposite sides.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  12. The Right Kind of Wrong (2013)

    A stubborn idealist spies a bride on her way to her wedding and immediately falls in love with her.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

  13. Love, Weddings & Other Disasters (2020)

    A fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  14. The Incredible Jessica James (2017)

    Burned by a bad breakup, a struggling New York City playwright makes an unlikely connection with a divorced app designer she meets on a blind date.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  15. ¿Quieres ser mi hijo? (2023)

    Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship with a young womanizer.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Absolute CinemaMovies like this
  16. Picture This (2025)

    Single and without a man on the horizon, Pia runs a failing photography studio in London with her best friend Jay. As her sister Sonal prepares for marriage and her mother Laxmi urges her to partner up, a spiritual guru predicts Pia will meet the love of her life among her next five dates. With her family intervening, Pia embarks on a hilarious yet heartfelt quest for love.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  17. You Cast A Spell On Me (2015)

    Despite agreeing to an arranged marriage to a childhood friend, a successful businessman tries to track down a beautiful woman that he met at a Halloween party.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  18. Crossing Delancey (1988)

    Thirty-something Isabelle spends her time going from her tiny, solitary West Side apartment to that of her grandmother on the Lower East Side. While her grandmother plots to find her a romantic match, Isabelle is courted by a married, worldly author, Anton, yet can't seem to shake the down-to-earth appeal of Sam, a pickle vendor.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

  19. Love Is in the Air (2023)

    A fiercely independent pilot fighting to keep her family business afloat starts to fall for the man sent by corporate to ground her operation forever.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  20. Girl on a Bicycle (2013)

    Paolo, an Italian tour bus driver living in Paris, has just summoned up the courage to propose marriage to his German girlfriend Greta. However, a chance encounter with a French woman on a bicycle the very next day turns Paolo's life upside down.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

  21. Confetti (2006)

    A mockumentary that follows three couples as they battle it out to win the coveted title of 'Most Original Wedding of the Year'.

    Why it matches: Similar story and style · both comedy & romance

  22. Material Girls (2006)

    Two wealthy sisters, both heiresses to their family's cosmetics fortune, are given a wake-up call when a scandal and ensuing investigation strip them of their wealth.

    Why it matches: Similar story and style · both comedy & romance

  23. Avenue Montaigne (2006)

    A young woman arrives in Paris where she finds a job as a waitress in bar next on Avenue Montaigne that caters to the surrounding theaters and the wealthy inhabitants of the area. She will meet a pianist, a famous actress and a great art collector, and become acquainted with the "luxurious" world her grandmother has told her about since her childhood.

    Why it matches: Similar story and style · both comedy & romance

    Popcorn FlickMovies like this
  24. Threesome (2014)

    Som, an ordinary young woman who works as a movie make-up artist. Her longtime live-in boyfriend Rang is also in the business. But the handsome musclebound prop guy – always wearing tight, biceps-baring vest T-shirts – captures many adoring eyes, like that slutty actress, but also his straight-acting gay boss and just about anyone else with a pulse.

    Why it matches: Similar story and style · both comedy & romance

  25. Prom Party Massacre (2025)

    A gay high school student throws a swinging prom party in the hopes of finally wooing the football captain - but when popular kids start turning up dead, the partygoers discover a slasher killer amongst the student body!

    Why it matches: Similar story and style · both comedy & romance

  26. Bewitched (2005)

    Thinking he can overshadow an unknown actress in the part, an egocentric actor unknowingly gets a witch cast in an upcoming television remake of the classic show "Bewitched".

    Why it matches: Similar story and style · both comedy & romance

  27. The Brothers Solomon (2007)

    A pair of well-meaning, but socially inept brothers try to find their perfect mates in order to provide their dying father with a grandchild.

    Why it matches: Similar story and style · both comedy

  28. Stick It (2006)

    Haley is a naturally gifted athlete but, with her social behavior, the teen seems intent on squandering her abilities. After a final brush with the law, a judge sentences her to an elite gymnastics academy run by a legendary, hard-nosed coach. Once there, Haley's rebellious attitude wins her both friends and enemies.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  29. The Color of Milk (2004)

    Selma's mother died giving birth to her, and Selma's step aunt is living proof that men only cause trouble. So the 11 year old girl makes a deal with her best friends that they will stay away from boys and dedicate their lives to science. And by the way, Selma was probably born on another planet and not meant to fall in love with anyone. But what happens when her friends break the pact, and she actually meets a boy who's not like the rest?

    Why it matches: Similar story and style · both comedy

  30. Men... (1985)

    A successful, womanizing middle-aged man decides to move out of the house he shares with his wife after she confesses to having an affair. He looks for a new place to live and ends up moving into his wife's lover's apartment as a roommate. The husband begins to take an interest in the artistic work of the lover and coaches him for a big job interview. Little does he know that the job he's helping the lover to get is within his own company... A story about strange circumstances and the limits of friendship.

    Why it matches: Similar story and style · both comedy

Like Losing My Cherry and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like Losing My Cherry?

The closest matches to Losing My Cherry are This Little Love of Mine (2021), Yoh! Bestie (2026) and A Nice Girl Like You (2020). Below are 27 more, each with the reason it matches.

What should I watch after Losing My Cherry?

Start with This Little Love of Mine (2021), the closest match to Losing My Cherry.

What is the highest-rated movie like Losing My Cherry?

¿Quieres ser mi hijo? (2023), rated 8.4/10 by 378 TMDB users.

What is the newest movie like Losing My Cherry?

Yoh! Bestie (2026) is the most recent release on this list.

Are there English movies like Losing My Cherry?

Yes: This Little Love of Mine (2021), Yoh! Bestie (2026) and A Nice Girl Like You (2020).

How are movies similar to Losing My Cherry chosen?

First come films that Trakt’s viewers watch alongside Losing My Cherry, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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